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由含磺酰胺的新型金鸡纳生物碱衍生的双功能催化剂介导的不对称迈克尔加成反应。

Asymmetric Michael addition mediated by novel cinchona alkaloid-derived bifunctional catalysts containing sulfonamides.

作者信息

Luo Jie, Xu Li-Wen, Hay Robyn Aik Siew, Lu Yixin

机构信息

Department of Chemistry, National University of Singapore, 3 Science Drive 3, Republic of Singapore, 117543.

出版信息

Org Lett. 2009 Jan 15;11(2):437-40. doi: 10.1021/ol802486m.

DOI:10.1021/ol802486m
PMID:19072133
Abstract

Novel cinchona alkaloid-derived bifunctional organocatalysts containing sulfonamide groups were utilized to promote Michael addition of bicyclic alpha-substituted beta-ketoesters to nitroolefins. The desired Michael adducts with all-carbon quaternary centers were constructed in high yield and with excellent enantioselectivity, demonstrating the great potential of cinchona alkaloid-derived sulfonamides in asymmetric catalysis.

摘要

含有磺酰胺基团的新型金鸡纳生物碱衍生的双功能有机催化剂被用于促进双环α-取代β-酮酯与硝基烯烃的迈克尔加成反应。具有全碳季碳中心的所需迈克尔加成产物以高产率和优异的对映选择性构建，证明了金鸡纳生物碱衍生的磺酰胺在不对称催化中的巨大潜力。

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